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At Truckstop, we have transformed the entire freight-moving lifecycle with our SaaS solutions. From freight matching to payments and everything in between, we are the trusted partner for carriers, brokers, and shippers alike. We lead this industry forward with our One Team mindset committing to principles such as assume positive intent, have each other’s back, and be your authentic self. Our drive for greatness produces high expectations, yet our regard for humans is even higher. Join a team of brilliant minds and generous hearts who care deeply about other's success.

In an effort to provide greater transparency, we are sharing the base salary range for this position. The position is also eligible for commission based on meeting monthly targets. The On Target Earnings for this position is $125,000 if all commission is earned.

Job Summary

The Sales Engineer is responsible for supporting Truckstop’s sales efforts within the oversized, overdimensional, and heavy haul freight segment by serving as a subject‑matter expert on both industry practices and Truckstop’s solutions. This role partners closely with Account Executives to engage customers in discovery conversations, lead product demonstrations, and provide technical and workflow guidance. The Sales Engineer brings deep, hands‑on experience in OD and heavy haul freight, allowing them to engage customers as a knowledgeable peer and translate complex operational challenges into practical solutions. This position works directly with carriers, brokers, and shippers to demonstrate how Truckstop addresses the unique demands of moving oversized and heavy haul freight.

Essential Job Functions

Customer-Facing Sales Engagement

· Join AE-led sales calls as the heavy haul and OD subject matter expert — leading discovery, handling objections, and building credibility with prospects who expect to talk to someone who knows the space.

· Deliver product demos and presentations grounded in the realities of OD freight — permits, routing, pilot cars, bridge laws, weight limits, and seasonal constraints.

· Act as a trusted advisor to prospects and customers, helping them connect their operational challenges to real solutions.

· Engage decision-makers across carriers, brokers, and shippers specializing in heavy haul and OD, leveraging existing relationships to open and advance deals.

· Drive opportunities from discovery through close — translating customer needs into solutions and keeping deals moving.

Industry Expertise & Segment Authority

· Serve as Truckstop's internal authority on the heavy haul and OD market — bringing real-world context to sales conversations, product discussions, and go-to-market strategy.

· Stay current on regulatory changes, permitting requirements, market trends, and competitive dynamics in the OD and heavy haul space.

· Represent Truckstop at relevant industry events and trade shows, building relationships and brand presence in the segment.

· Feed customer insights and market feedback back to the product team to help shape how Truckstop's solutions evolve for this segment.

AE Partnership & Pipeline Development

· Partner with the Account Executive team to identify and prioritize heavy haul and OD opportunities across the existing customer base and new logos.

· Help AEs navigate the sales motion in this segment, where industry credibility is a prerequisite to earning trust.

· Surface new opportunities through industry contacts, referrals, and a clear understanding of where unmet needs exist in the market.

· Collaborate with support, onboarding, and product teams post-sale to ensure customers activate and get to value quickly.

· Keep Salesforce records accurate and current — pipeline, activity, and forecasting.

Tools & Execution

· Use Salesforce to maintain pipeline visibility and forecast accurately.

· Run structured outreach cadences via Salesloft or equivalent tools.

· Use Gong to review calls, sharpen messaging, and share what's working with the team.

At Truckstop we are dedicated to creating a workplace that is equitable, inclusive, and inspiring for every employee. In an effort to provide greater transparency, we are sharing the base salary range for this position. The position is also eligible for commission based on meeting monthly targets. Final salary is based on a number of factors including market location, job-related knowledge, education/training, certifications, key skills, experience, internal peer equity as well as business considerations.

The anticipated base pay range for this position is:

$100,000—$100,000 USD

The above description covers the most significant duties performed but does not include other related occasional work that may be assigned or is completed by the employee.

Truckstop provides equal employment opportunities to all employees and applicants for employment and prohibits discrimination and harassment of any type without regard to race, color, religion, age, sex, national origin, disability status, genetics, protected veteran status, sexual orientation, gender identity or expression, or any other characteristic protected by federal, state, or local laws.

Truckstop participates in the E-Verify program. Learn more about the E-Verify program here: https://www.e-verify.gov/

Truckstop Privacy Policy

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Job Description

About Truckstop

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